Frank Greeff joins James Smith fresh off a $180 million exit for a raw conversation about tax, talent and why the game never really ends. Frank breaks down the $6.2M tax bill from selling his last business, the proposed Australian capital gains changes that would have doubled it, and why, hand on heart, he isn't sure he'd have started his last company if those rules had existed first.

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Chapters:

00:00 The $6.2M Tax Bill

03:05 Australia's Proposed Capital Gains Changes

04:19 How Indexation Doubles the Tax to $12M

05:31 "Show Me the Incentive, I'll Show You the Outcome"

06:53 Capital Gains Isn't Income Tax

07:39 The Trickle-Down Effect of Building Businesses

08:55 Gaming the System & the "Nurses and Teachers" Trap

11:13 Killing the Entrepreneurial Spirit

12:44 Why the Rich Leave: Dubai & $1.5M a Year

14:46 The UK £100k Tax Trap

15:50 Becoming a Reddit Hit Piece

16:43 Three of His Network Have Already Left

18:51 New Zealand: No Capital Gains Tax

20:05 Why Australia Is an Entrepreneur's Dream

20:56 Hostels, Sleepwalking Lies & the Woolworths Confession

22:44 How Hard It Is for Brits to Stay in Australia

24:31 Locked Out in the Pandemic

25:50 The "Plane That Couldn't Land"

28:38 Dinner With Tony Abbott & Chris Williamson

31:06 Payroll Tax: The "Temporary" 1950s Tax

31:57 Daniel Priestley & the Lifestyle Business

32:44 The Dinner Bill Analogy: When the Rich Leave

34:31 What Kinso Actually Does

36:29 Filtering Spam & Rebuilding Context

38:39 Fundraising Stories: The Dubai Deck

40:05 Why WhatsApp Is King

41:05 Inside Kinso's Beta & Manual Onboarding

42:53 The Netflix Content Strategy (11.9M Views)

44:48 Thinking Like a Media Company

45:53 The Character Arbitrage

47:56 15 Reels a Day & Trial Reels

49:41 Instagram Edits & the Sauna Guy

50:36 The Nicotine Pouch Trick Shot Ad

51:59 Trying Neutonic on Camera

53:56 TikTok Shop: 45,000 UK Sales

55:56 The Fake "Caught Cheating" Reels Model

57:24 Retail Blows His Mind

58:12 Rate of Sale & the Language of Retail

01:00:43 Business as a Coping Mechanism

01:02:16 Money as a Byproduct of the Game

01:03:35 Relief, Not Happiness, When You Hit Goals

01:04:44 The Pregnancy Analogy & a Live Negotiation

01:07:30 Do You Ever Get Bored?

01:08:20 The Post-Sale Support Group Dinner

01:10:49 Buying the RS6 & Feeling Nothing

01:11:49 What Necker Island Was Really Like

01:13:22 Losing the Ability to Enjoy Things Learn more about your ad choices. Visit megaphone.fm/adchoices

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